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Merck
CN

306797

(S)-(−)-2-Chloropropionic acid

99%

Synonym(s):

(S)-(−)-2-Chloropropanoic acid, L-α-Chloropropionic acid

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About This Item

Linear Formula:
CH3CH(Cl)CO2H
CAS Number:
29617-66-1
Molecular Weight:
108.52
EC Number:
411-150-5
UNSPSC Code:
12352101
PubChem Substance ID:
24858499
Beilstein/REAXYS Number:
1720257
MDL number:
MFCD00064205
Assay:
99%
Form:
liquid

Key Documents

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InChI key

GAWAYYRQGQZKCR-REOHCLBHSA-N

InChI

1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1

SMILES string

C[C@H](Cl)C(O)=O

assay

99%

form

liquid

optical activity

[α]25/D −14°, neat

refractive index

n20/D 1.4347 (lit.)

bp

77 °C/10 mmHg (lit.)

density

1.249 g/mL at 25 °C (lit.)

Application

(S)-(-)-2-Chloropropionic acid may be used in the preparation of (S)-(-)-2-chloropropionyl chloride and DOTMA ([αR*(αR*,α′R*,α”R*,α”′R*)]-(α,α′,α”,α”′)-tetramethyl-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) ligand.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A - STOT RE 2

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

222.8 °F - closed cup

flash_point_c

106 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP2576V
09508CW
14711MN
06626DY
04229JY

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A new ytterbium chelate as contrast agent in chemical shift imaging and temperature sensitive probe for MR spectroscopy.
Aime S, et al.
Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine / Society of Magnetic Resonance in Medicine, 35(5), 648-651 (1996)
Synthesis of optically pure. alpha.-alkylated. alpha.-amino acids and a single-step method for enantiomeric excess determination.
Kruizinga WH, et al.
The Journal of Organic Chemistry, 53(8) (1988)
Gábor Bazsó et al.
The journal of physical chemistry. A, 116(20), 4823-4832 (2012-05-05)
Former assignments of the matrix-isolation infrared (MI-IR) spectrum of 2-chloropropionic acid are revised with the help of near-infrared (NIR) laser irradiation induced change in conformer ratios. This method allows not only the unambiguous assignment of each band in the MI-IR
E A Lock et al.
Toxicology, 123(1-2), 41-51 (1997-11-05)
Administration of a single oral dose of 750 mg/kg L-2-chloropropionic acid (L-CPA) to rats produces marked necrosis to the granule cell layer of the cerebellum by 48 h after dosing. Associated with the neuropathology the rats show locomotor impairment and
Atsushi Kurata et al.
Journal of bioscience and bioengineering, 105(4), 429-431 (2008-05-24)
(S)-2-Chloropropionate is a synthetic intermediate for phenoxypropionic acid herbicides. We constructed a system for asymmetric reduction of 2-chloroacrylate to produce (S)-2-chloropropionate with recombinant Escherichia coli cells producing 2-haloacrylate reductase from Burkholderia sp. WS and an NADPH regeneration system. The system
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